CH265095A - Process for the preparation of a new pyrimidyl mercaptocarboxylic acid. - Google Patents
Process for the preparation of a new pyrimidyl mercaptocarboxylic acid.Info
- Publication number
- CH265095A CH265095A CH265095DA CH265095A CH 265095 A CH265095 A CH 265095A CH 265095D A CH265095D A CH 265095DA CH 265095 A CH265095 A CH 265095A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyrimidyl
- new
- preparation
- mercaptocarboxylic acid
- acid
- Prior art date
Links
Description
<B>Verfahren zur Herstellung einer neuen</B> Pyrimidylmercaptocarbonsäure. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung einer neuen Pyrimi- dylmereaptocarbonsäure, welches dadurch ge kennzeichnet ist, dass man Carboxy-methyl- pseudothioharnstoff mit einer Verbindung der Formel
EMI0001.0006
umsetzt, wobei COOR eine veresterte Carb- oxylgruppe bedeutet.
Die so erhaltene 4-Oxy-6-äthyl-pyrimidyl- (2)-mercapto-essigsäure schmilzt bei 1700. Sie soll als Heilmittel oder als Zwischenprodukt Verwendung finden.
Bei der Umsetzung arbeitet man zweck mässig in Gegenwart eines Verdünnungsmit tels, wie Wasser, oder eines organischen Lö sungsmittels, beispielsweise Methyl- oder Äthylalkohol oder Aceton, wobei vorteilhaf- terweise wässerige Alkalien zugesetzt werden.
Von der erhaltenen neuen Säure lassen sieh Salze gewinnen, wobei sowohl anorga nische wie organische Basen als salzbildende Mittel zur Anwendung gelangen können. Von besonderem Interesse sind die Natrium- und Ammoniumsalze wegen ihrer leichten Löslich keit, ferner auch die Calciumsalze. Zur Salz bildung können auch physiologisch aktive or ganische Basen verwendet werden, beispiels weise das für seine antithyreotische Wirkung bekannte 2-Amino-thiazol. Beispiel:
13,2 Gewichtsteile Carboxy-methyl-pseudo- tbioharnstoff werden in 100 cm3 Wasser mit 14 Gewichtsteilen Propionyl-essigester ge schüttelt, wobei allmählich 100 Volumteile 2n- Natronlauge zugegeben werden. Nach einigen Stunden wird das Reaktionsgemisch mit Salz säure neutralisiert und nach eintägigem Ste hen filtriert.
Das Filtrat wird mit Salzsäure schwach kongosauer gestellt, wobei die 4-Oxy- 6 - äthyl - pyrimidyl - (2) - mercapto - essigsäure ausfällt. Sie wird abgesaugt und aus wässeri gem Alkohol umkristallisiert. Schmelzpunkt 1700.
<B> Process for the production of a new </B> pyrimidyl mercaptocarboxylic acid. The present patent relates to a process for the preparation of a new pyrimidylmereaptocarboxylic acid, which is characterized in that carboxy-methyl-pseudothiourea is combined with a compound of the formula
EMI0001.0006
converts, COOR denoting an esterified Carboxylgruppe.
The 4-oxy-6-ethyl-pyrimidyl- (2) -mercapto-acetic acid thus obtained melts at 1700. It is said to be used as a medicinal product or as an intermediate product.
The reaction is conveniently carried out in the presence of a diluent, such as water, or an organic solvent, for example methyl or ethyl alcohol or acetone, with aqueous alkalis advantageously being added.
Salts can be obtained from the new acid obtained, whereby both inorganic and organic bases can be used as salt-forming agents. The sodium and ammonium salts are of particular interest because of their easy solubility, as are the calcium salts. Physiologically active organic bases can also be used for salt formation, for example 2-amino-thiazole, which is known for its antithyroid activity. Example:
13.2 parts by weight of carboxy-methyl-pseudo-tbiourea are shaken in 100 cm3 of water with 14 parts by weight of propionyl ethyl acetate, 100 parts by volume of 2N sodium hydroxide solution being gradually added. After a few hours, the reaction mixture is neutralized with hydrochloric acid and filtered after standing for one day.
The filtrate is made weakly Congo acidic with hydrochloric acid, the 4-oxy-6-ethyl-pyrimidyl- (2) -mercapto-acetic acid precipitating. It is filtered off with suction and recrystallized from aqueous alcohol. Melting point 1700.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH265095T | 1946-12-09 | ||
| CH262799T | 1946-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH265095A true CH265095A (en) | 1949-11-15 |
Family
ID=25730595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH265095D CH265095A (en) | 1946-12-09 | 1946-12-09 | Process for the preparation of a new pyrimidyl mercaptocarboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH265095A (en) |
-
1946
- 1946-12-09 CH CH265095D patent/CH265095A/en unknown
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